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Vacation rentals with a pool in Cavendish

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cavendish

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Condo in Killington

4.85 out of 5 average rating, 242 reviews

Comfy ski in/out studio at base of Pico-Killington

Studio at the base of Pico with a balcony. Free shuttle service from my place to Killington, which is 10 minutes away.Brand new sofa bed with a pillow top. Room divider. Lots of TV channels with Xfinity. Luggage cart and elevator for easy access. Fast Wi-Fi. Free ski locker with one key for each guest. There is a laundry room with coin operated machines. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for one day. No daily cleaning service. No parties. Free parking

May 2 – 9

R2,132 ZAR per night

Townhouse in Killington

4.93 out of 5 average rating, 232 reviews

Modern Mountain Condo with Spa, Pool, Sauna, Gym

Escape from your suburban home and come enjoy our beautiful Killington getaway condo. Boasting a spacious, comfortably furnished interior, this modern 2-bedroom, 2-bathroom abode is perfect for families, multiple couples, or a romantic getaway. Our Killington Air BNB has far more than the average Air BNB with everything you need for a great experience. If you're working during your stay you'll find high speed wifi and a dedicated desk space so you can focus on business when not on the slopes

Aug 23 – 30

R4,284 ZAR per night

Condo in Ludlow

4.8 out of 5 average rating, 148 reviews

Enjoy a Ski-On/Ski-Off Okemo Ski Getaway

Perched on Okemo mountain, step to the trails and start your day with no need to ski to the base. You will be on the best ski/on-ski/off location directly to Sunburst 6 Bubble, Sachem or South Ridge Quads & boarding park lifts; while having everything you might need for a cosy and convenient family stay. That includes a fully-equipped kitchen and a living room with games for your entertainment, a private balcony, laundry facilities and shared resort-style amenities at Winterplace with pool.

Apr 6 – 13

R8,007 ZAR per night

Guesthouse in Granville

4.9 out of 5 average rating, 785 reviews

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Near Lk George, Lk Champlain, Saratoga, Manchester & Rutland, VT. Hiking, fishing and swimming nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive recommended in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Apr 16 – 23

R1,970 ZAR per night

Cottage in Newfane

4.99 out of 5 average rating, 176 reviews

Cozy Vermont Antique Sugar House with Fireplace

Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

Aug 17 – 24

R2,977 ZAR per night

Cabin in Wardsboro

4.8 out of 5 average rating, 202 reviews

Log Cabin Near Stratton/Mt Snow

Rustic log cabin for those looking for a getaway and a real Vermont experience. Pets allowed with *PET FEE* - add to your reservation There is Wifi &cell service (AT&T, Verizon). Please be aware this is not a luxury cabin, it is an authentic log cabin that we enjoy as a family during all seasons. No cable television - there is a TV with a Chromecast that you can use to stream from your phone over wifi. Firewood not provided 20 minutes to Stratton and 15 minutes to Mt. Snow

Aug 19 – 26

R3,000 ZAR per night

Home in Plainfield

4.89 out of 5 average rating, 118 reviews

Historic Home on 17 acres of land. Go escape!

This place is a dream. Please enjoy the outdoors and everything this amazing place has to offer. The pool opens around May 2024! It is a heated pool and salt water. Pool rules: absolutely no diving. No children under the age of 18 should be near or in the pool area without supervision under any circumstances. NO glassware by the pool. If there is an incident with glass near the pool area please tell our property manager immediately. If you need anything just ask

Nov 22 – 29

R12,017 ZAR per night

Apartment in Clarendon

4.92 out of 5 average rating, 132 reviews

Vermont Horse Farm

Enjoy a morning cup of coffee on the patio overlooking the horse pastures or an evening by a fire under the gazebo with a fire pit on this idyllic Vermont horse farm with glorious views. Close to many activities, such as hiking, skiing and swimming. Scenic retreat on a family owned and working farm. Here we have horses, donkey, chickens, goats, and of course our dogs and cats. There is a short hiking trail with beautiful views and a picnic table by the stream.

Aug 8 – 15

R1,900 ZAR per night

Condo in Killington

4.81 out of 5 average rating, 140 reviews

1BR Modern Condo @ Whiffletree Ground Fl Walkout

PRIME BASE AREA LOCATION THE HOME → King Beautyrest mattress → Coffee/Tea/Cocoa Bar → Nintendo Wii + Games → Fully Equipped & Stainless Kitchen → Fast Wifi SKI IN / SHUTTLE OUT (2022: Winter Only; Weekends only) → Shuttle to Snowshed/K1 → Ski home on a gorgeous quiet ski home trail OFF SEASON → World Class hiking & biking on Killington Mountain OFF THE MOUNTAIN → Breweries → Antique Malls → Golf Courses → Quechee Gorge → Disk Golf → Llamas Petting

Sep 3 – 10

R2,994 ZAR per night

Condo in Killington

4.87 out of 5 average rating, 149 reviews

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

This rustic Mountain Green Resort condo offers easy access to ski/mtn bike lifts with resort style amenities. Features include 4K Smart TVs, High speed WiFi, private balcony with mountain views, board games, and full kitchen. On-site health spa including pool, sauna, hot tub, gym, masseuse. Restaurants and nightlife are minutes down the road. Restaurant/bar and ski/rental shop also within resort. Free shuttle to lifts available during ski season.

May 23 – 30

R3,419 ZAR per night

Barn in Newfane

4.97 out of 5 average rating, 124 reviews

Beautiful rustic woods and fields retreat.

Within the Fritz Conference Center, tucked into the beauty of the Vermont Countryside, is this charming apartment. Part of a renovated 19th century barn it is the perfect getaway. It sits on over 33 acres of fields, woods, apple orchard and Mountain View’s. 2 miles from historic Newfane Vermont, you are able to enjoy privacy, while close to the many attractions of the area. We are also dog friendly. There is an extra fee of $80 per trip per dog

May 24 – 31

R2,657 ZAR per night

Condo in Stratton

4.96 out of 5 average rating, 118 reviews

Cozy condo within walking distance to the slopes.

Cozy condo within walking distance of the slopes and restaurants and shops at Stratton Mountain Village. After a day on the slopes relax in the hot tub or take a dip in the heated pool or maybe enjoy some time in the sauna. Then enjoy sitting in front of the gas fireplace and maybe watch a movie. TV is a smart TV, basic cable is included - personal password needed for Netflix, Hulu, etc.

Jun 10 – 17

R2,654 ZAR per night

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Popular amenities for Cavendish rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Peru

4.92 out of 5 average rating, 139 reviews

Beautiful Bromley/Manchester VT Retreat w/hot tub

Nov 18 – 25

R6,662 ZAR per night

Home in Killington

4.92 out of 5 average rating, 165 reviews

Cozy Condo Tucked in the Heart of Killington

Aug 11 – 18

R4,002 ZAR per night

Home in Keene

4.93 out of 5 average rating, 182 reviews

The Brick House on Washington Street

Mar 13 – 20

R5,825 ZAR per night

Home in Wilmington

4.9 out of 5 average rating, 130 reviews

4 bedroom Ski House 15 min to Mount Snow

May 15 – 22

R3,180 ZAR per night

Home in Wilmington

4.88 out of 5 average rating, 150 reviews

Adams Farm-"The Little Farmhouse"

Aug 20 – 27

R4,935 ZAR per night

Home in Salem

4.98 out of 5 average rating, 180 reviews

Magical Farm Getaway - a must visit!

Mar 8 – 15

R11,032 ZAR per night

Home in Wilmington

4.83 out of 5 average rating, 155 reviews

The Vermont Barn (Mount Snow)

Apr 6 – 13

R6,129 ZAR per night

Home in Springfield

4.98 out of 5 average rating, 60 reviews

Luxury Mid-Century Modern Vermont Home, Okemo View

Oct 16 – 23

R11,718 ZAR per night

Condo rentals with a pool

Condo in Killington

4.93 out of 5 average rating, 138 reviews

Renovated unit, prime location! Shuttle on/Ski off

Jul 9 – 16

R3,424 ZAR per night

Condo in Killington

4.93 out of 5 average rating, 148 reviews

Renovated, w/Covered Parking-Shuttle-Walk to Lifts

Oct 14 – 21

R3,807 ZAR per night

Condo in Killington

4.94 out of 5 average rating, 175 reviews

Walk or Shuttle to Lifts/2BR @ Mt. Green Resort

Oct 5 – 12

R9,149 ZAR per night

Condo in Killington

4.96 out of 5 average rating, 103 reviews

CozyCub- Ski Off, Shuttle On, Fireplace, Renovated

Jan 30 – Feb 6

R8,340 ZAR per night

Condo in Killington

4.93 out of 5 average rating, 182 reviews

Newly renovated ski retreat at Killington

Apr 4 – 11

R3,485 ZAR per night

Condo in Killington

4.9 out of 5 average rating, 119 reviews

Cozy & Convenient Ski Home Condo

Aug 24 – 31

R3,269 ZAR per night

Condo in Dover

4.99 out of 5 average rating, 100 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

Sep 16 – 23

R3,249 ZAR per night

Condo in Killington

4.97 out of 5 average rating, 116 reviews

#45 Mountain Ski & Summer Condo with Private Sauna

Oct 4 – 11

R8,139 ZAR per night

Quick stats about vacation rentals with a pool in Cavendish

Total rentals
40 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
670 reviews
Nightly prices starting at
R1,880 ZAR before taxes and fees

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